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Cas Database |
| Name |
Ethyl 4-methoxycinnamate |
EINECS | N/A |
| CAS No. | 24393-56-4 | Density | 1.08 g/cm3 |
| PSA | 35.53000 | LogP | 2.27150 |
| Solubility | N/A | Melting Point |
49oC |
| Formula | C12H14O3 | Boiling Point | 325.1 °C at 760 mmHg |
| Molecular Weight | 206.241 | Flash Point | 133.8 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 26-36/37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols | 36/37/38:; |
| Synonyms |
2-Propenoicacid, 3-(4-methoxyphenyl)-, ethyl ester, (E)-;(2E)-3-(4-Methoxyphenyl)-2-propenoic acid ethyl ester;(E)-Ethyl3-(4-methoxyphenyl)acrylate;(E)-Ethyl 4-methoxycinnamate;Ethyl(E)-3-(4-methoxyphenyl)-2-propenoate;Ethyl(E)-3-(p-methoxyphenyl)-2-propenoate;Ethyl (E)-4-methoxycinnamate;Ethyl(E)-p-methoxycinnamate;Ethyl trans-4-methoxycinnamate;Ethyltrans-p-methoxycinnamate;Solaboost SPF;trans-p-Methoxycinnamic acid ethylester; |
Article Data | 403 |
Ethyl 4-methoxycinnamate Synthetic route
- 123-11-5
4-methoxy-benzaldehyde
- 1099-45-2
ethyl (triphenylphosphoranylidene)acetate
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| In dichloromethane at 22℃; for 16h; Wittig reaction; | 100% |
| In dichloromethane at 20 - 25℃; Inert atmosphere; | 96% |
| In dichloromethane at 20℃; for 16h; Inert atmosphere; | 77% |
- 6148-64-7
ethyl potassium malonate
- 123-11-5
4-methoxy-benzaldehyde
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With acetic acid; piperidine; dmap In N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity; | 100% |
| With piperidine; dmap; acetic acid In N,N-dimethyl-formamide at 20℃; for 72h; | 98% |
| With piperidine; dmap; acetic acid In N,N-dimethyl-formamide at 10 - 25℃; Knoevenagel reaction; | 97% |
| With hydrogenchloride; piperidine; dmap In diethyl ether; N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity; | 96% |
- 65946-56-7
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
- 123-11-5
4-methoxy-benzaldehyde
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 100% |
| With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction; | 82% |
- 64-17-5
ethanol
- 943-89-5
(E)-3-(4-methoxyphenyl)acrylic acid
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With sulfuric acid for 16h; Heating; | 99% |
| With sulfuric acid for 12h; Reflux; Inert atmosphere; | 99% |
| With sulfuric acid at 90℃; for 16h; | 96% |
- 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester
- 123-11-5
4-methoxy-benzaldehyde
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 25℃; for 24h; Horner-Wadsworth-Emmons reaction; Inert atmosphere; neat (no solvent); optical yield given as %de; stereoselective reaction; | 99% |
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 30℃; for 4h; Glovebox; | 99% |
| With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 2h; Horner-Wadsworth-Emmons olefination; Inert atmosphere; Neat (no solvent); stereoselective reaction; | 95% |
| Conditions | Yield |
|---|---|
| With potassium phosphate; palladium diacetate at 130℃; for 16h; Heck olefination; | 99% |
| With potassium carbonate; Pd on 3-[(2-aminoethyl)amino]propyl-functionalized silica In N,N-dimethyl acetamide at 130℃; for 12h; Heck reaction; | 99% |
| With tris(bipyridine)ruthenium(II) dichloride hexahydrate; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Heck Reaction; Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen; Irradiation; | 99% |
- 1071-46-1
hydrogen ethyl malonate
- 123-11-5
4-methoxy-benzaldehyde
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With dmap In N,N-dimethyl-formamide at 25℃; Doebner-Knoevenagel reaction; | 99% |
| With dmap In N,N-dimethyl-formamide at 25℃; Knoevenagel reaction; | 99% |
| piperidine; dmap In N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity; | 99% |
| With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; | 97% |
- 123-11-5
4-methoxy-benzaldehyde
- 105-36-2
ethyl bromoacetate
A
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
B
- 51507-22-3
(Z)-ethyl 3-(4-methoxyphenyl)acrylate
| Conditions | Yield |
|---|---|
| With potassium carbonate In ethanol Wittig Olefination; Milling; diastereoselective reaction; | A 98% B n/a |
| With tributylphosphine; tetrakis(triphenylphosphine) palladium(0) at 110℃; for 24h; Yield given. Yields of byproduct given; | |
| With sodium hydrogencarbonate; triphenylphosphine at 20℃; for 2h; Wittig reaction; Title compound not separated from byproducts.; |
- 1530-45-6
(carbethoxymethyl)triphenylphosphonium bromide
- 123-11-5
4-methoxy-benzaldehyde
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With potassium carbonate In dichloromethane; water at 25℃; Wittig reaction; Sonication; stereoselective reaction; | 98% |
| With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; Schlenk technique; |
- 123-11-5
4-methoxy-benzaldehyde
- 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
| Conditions | Yield |
|---|---|
| With potassium carbonate In dichloromethane at 40℃; for 50h; Wittig reaction; Inert atmosphere; optical yield given as %de; diastereoselective reaction; | 98% |
Ethyl 4-methoxycinnamate Chemical Properties
Molecular Structure of Ethyl 4-methoxycinnamate (CAS NO.24393-56-4):
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Empirical Formula: C12H14O3
Molecular Weight: 206.2378
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.539
Molar Refractivity: 59.86 cm3
Molar Volume: 190.9 cm3
Surface Tension: 37.1 dyne/cm
Density: 1.08 g/cm3
Flash Point: 133.8 °C
Enthalpy of Vaporization: 56.72 kJ/mol
Boiling Point: 325.1 °C at 760 mmHg
Vapour Pressure: 0.000235 mmHg at 25°C
Melting point: 49°C
Product Categories: Cinnamic acid
Ethyl 4-methoxycinnamate Safety Profile
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Ethyl 4-methoxycinnamate Specification
Ethyl 4-methoxycinnamate , with CAS number of 24393-56-4, can be called 2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester ; 2-propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester, (2E)- ; Ethyl (2E)-3-(4-methoxyphenyl)-2-propenoate ; Ethyl (2E)-3-(4-methoxyphenyl)acrylate ; ethyl (2E)-3-(4-methoxyphenyl)prop-2-enoate ; Ethyl 3-(4-methoxyphenyl)-2-propenoate ; p-Methoxycinnamic acid ethyl ester .
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